81358-30-7Relevant academic research and scientific papers
A NOVEL DISPROPORTIONATION REACTION OF AROMATIC ALDEHYDES INVOLVING C-C BOND FORMATION
Kurauchi, Masahiko,Imamoto, Tsuneo,Yokoyama, Masataka
, p. 4985 - 4986 (1981)
The reaction of aromatic aldehydes with methyl thiocyanate in the presence of tributylphosphine afforded both S-methyl thiobenzoates and phenylacetonitriles via a novel disproportionation pathway involving carbon-carbon bond formation.
Reaction of Aryl Aldehydes with Thiocyanates in the Presence of Tributylphosphine
Yokoyama, Masataka,Ohteki, Hiroko,Kurauchi, Masahiko,Hoshi, Kazuko,Yanagisawa, Eizaburo,et al.
, p. 2635 - 2640 (2007/10/02)
Aryl aldehydes react with methyl thiocyanate in the presence of tributylphosphine to afford S-methyl thiobenzoates and arylacetonitriles in good yields.This is a novel disproportionation reaction involving carbon-carbon bond formation.These compounds thus obtained are easily converted into deoxybenzoins using sodium hydride.On the other hand, p-dialkylaminobenzaldehydes react with methyl thiocyanate under the same conditions to furnish both the corresponding trans-dicyanostilbenes and succinonitriles in moderate yields.Finally, the reaction was carried out with aryl thiocyanates resulting in the formation of addition products.
